Find short term rentals in Chesapeake, VA at the best prices

This Portsmouth waterfront apartment, situated near Bon Secours Maryview Hospital (within 8km), offers easy access to the city's naval bases and the Waterside District.
The one-bedroom flat sleeps two, includes a full kitchen with dishwasher, in-unit laundry, smart TVs, a terrace, and free off-street parking, plus nearby access to a tree swing and shared porch.

This Virginia Beach studio apartment boasts a central location, approximately 24km from the Virginia Beach Boardwalk and 24km from the city centre.
The self-catering unit sleeps two, features a kitchenette with a cooktop, free on-site parking, and is equipped with linens, towels, and cookware.

This Portsmouth apartment is situated less than 0.8km from the Interstate and the Downtown Tunnel to Norfolk, offering easy access to major transport links.
The two-bedroom, one-bathroom flat sleeps four guests and boasts a fully equipped kitchen with dishwasher, in-unit laundry, a 55-inch TV, and high-speed Wi-Fi; ideal for short-term stays in the area.

This charming 1880s home is located in Olde Towne Portsmouth, just 1 kilometre from the Elizabeth River harbour, a 3-minute walk from the ferry to Norfolk's downtown and a 5-minute walk to High Street with its shops, restaurants, and cultural attractions. The property has excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The house has three bedrooms and two bathrooms, accommodating up to seven guests. It offers a range of modern amenities, including a fully equipped kitchen, air conditioning, a private garden, parking, and free internet access, as well as unique historic features like original pinewood floors, windows, doors, and antique doorknobs.

This charming cottage is situated just 1.6 kilometres from Rivers Casino Portsmouth and Portsmouth City Park, making it a great base for exploring the city. It has received excellent reviews from previous guests.
This cosy home has two bedrooms and a bathroom, covering 76 square metres, and can accommodate up to 5 guests. The property offers a fully equipped kitchen, a terrace, a garden, parking, free Wi-Fi, and a range of entertainment options.

This two-bedroom house, situated in Portsmouth, Virginia's Port Norfolk Historic District, offers convenient access to local attractions.
The property sleeps six, features a fully equipped kitchen with fridge and microwave, plus a backyard, air conditioning, high-speed Wi-Fi, and a washer/dryer.

This newly renovated two-bedroom flat in Portsmouth is located in a well-connected district, offering convenient access to local attractions.
This apartment, ideal for up to five guests, features modern amenities including air conditioning, a fully equipped kitchen with a fridge and microwave, smart televisions, smart outlets with USB ports, and remote-controlled lighting, with parking and a garden also available.

This mid-century modern flat is located in a residential area, just 8km from downtown Norfolk and 20-30km from the beaches of Ocean View and Virginia Beach. The property has received excellent ratings for cleanliness and location, and guests have described it as a "very good" stay.
The flat is fully furnished and equipped, with a well-stocked kitchen and a workspace in the living room, making it ideal for families or groups of up to 4. Amenities include a private garden, parking, air conditioning, and internet access, as well as a pet-friendly policy for service dogs.

This Chesapeake apartment is conveniently located just 2 kilometres from Portlock Galleries at SoNo and an 8-minute drive from Greenbrier Mall. It has received excellent guest reviews, making it a popular choice for travellers. The apartment has 3 bedrooms and 3 bathrooms, comfortably accommodating up to 8 guests. The property comes with a range of features, including a Smart TV, Wi-Fi, parking, and a barbecue area, providing everything you need for a comfortable stay.

This one-bedroom flat is located in Chesapeake's Hickory district, offering a peaceful rural setting on a 2-hectare property with convenient access to local shops and restaurants approximately 1.6 kilometres away.
This updated apartment accommodates up to four guests and features a private balcony with equestrian views, in-unit laundry, a dedicated workspace, and newly installed appliances and flooring.

This private and secure backyard tiny home offers a peaceful retreat in a quiet, well-maintained neighbourhood of Portsmouth, with gated driveway parking for ease of access.
The compact dwelling accommodates two guests and features a kitchenette with a refrigerator/microwave, a sitting area with a queen-size sleep sofa, an air fryer, a coffee/tea maker, and an all-in-one washer/dryer, with a gas grill available for outdoor dining and complimentary WIFI.

This Portsmouth bungalow, situated in a peaceful residential area 7 minutes' drive (approx. 11km) from Rivers Casino Portsmouth and the city centre, offers easy access to major roads including the I-664 and Western Freeway.
Sleeping four guests, this three-bedroom, one-bathroom property includes a kitchen with fridge, microwave, and dishwasher, air conditioning, parking, and internet access; nearby attractions include the Waterside District, Greenbrier Mall, and the Children's Museum of Virginia, with Virginia Beach a 25-minute drive (approx. 40km) away.